| Thursday, January 8 |
| Future Cub Bruce Sutter is born in Lancaster, PA. |
| Friday, January 9 |
| Future Cub Ivan DeJesus is born in Santurce, P.R. |
| Saturday, January 24 |
| Future Cub Tim Stoddard is born in East Chicago, IN. |
| Wednesday, February 11 |
| Future Cub Tom Veryzer is born in Port Jefferson, NY. |
| Saturday, February 21 |
| Former Cub Buck Freeman dies in Fort Sam Houston, TX at the age of 60. |
| Friday, February 27 |
| Future Cub Ron Hassey is born in Tucson, AZ. |
| Wednesday, March 11 |
| Former Cub Fred Toney dies in Nashville, TN at the age of 65. |
| Thursday, April 2 |
| Future Cub Hector Cruz is born in Arroyo, P.R. |
| Monday, April 13 |
| » Major-league debuts: Bill Bruton (Braves) |
| Tuesday, April 14 |
| » Defeated Reds (0-2), 3-2 | Wrigley Field (1-0) | 1-0 | |
| » Starters: Ken Raffensberger vs Bob Rush | Second | ½ out |
| Thursday, April 16 |
| » Lost to Cardinals (1-1), 3-0 | Sportsman's Park III (0-1) | 1-1 | |
| » Starters: Warren Hacker vs Harvey Haddix | Second | 1 out |
| Friday, April 17 |
| » Major-league debuts: Ruben Gomez (Giants) Johnny Podres (Dodgers) |
| Wednesday, April 22 |
| » Lost to Braves (3-3), 15-6 | Wrigley Field (1-1) | 1-2 | Lost 2 |
| » Starters: Max Surkont vs Bob Rush | Sixth | 1½ out |
| Thursday, April 23 |
| » Defeated Braves (3-4), 6-2 | Wrigley Field (2-1) | 2-2 | |
| » Starters: Vern Bickford vs Warren Hacker | Third | 1½ out |
| Saturday, April 25 |
| » Defeated Cardinals (4-3), 10-6 | Wrigley Field (3-1) | 3-2 | Won 2 |
| » Starters: Stu Miller vs Paul Minner | Second | 2 out |
| Sunday, April 26 |
| » Defeated Cardinals (4-4), 7-5 | Wrigley Field (4-1) | 4-2 | Won 3 |
| » Starters: Gerry Staley vs Bob Schultz | Second | 2½ out |
| » Major-league debuts: Fred Baczewski (Cubs) |
| Tuesday, April 28 |
| » Defeated Pirates (3-9), 5-3 | Forbes Field (1-0) | 5-2 | Won 4 |
| » Starters: Bob Rush vs Paul LaPalme | Second | 2½ out |
| Wednesday, April 29 |
| » Lost to Pirates (4-9), 4-3 | Forbes Field (1-1) | 5-3 | |
| » Starters: Warren Hacker vs Murry Dickson | Second | 2½ out |
| Thursday, April 30 |
| » Lost to Pirates (5-9), 4-2 | Forbes Field (1-2) | 5-4 | Lost 2 |
| » Starters: Paul Minner vs Bob Friend | Fourth | 2 out |
| Friday, May 1 |
| » Lost to Dodgers (10-5), 6-5 | Ebbets Field (0-1) | 5-5 | Lost 3 |
| » Starters: Turk Lown vs Russ Meyer | Fifth | 2½ out |
| Sunday, May 3 |
| » Lost to Phillies (10-5), 5-1 | Shibe Park (0-1) | 5-6 | Lost 4 |
| » Starters: Bob Rush vs Robin Roberts | Fifth | 4 out |
| » Lost to Phillies (11-5), 2-0 | Shibe Park (0-2) | 5-7 | Lost 5 |
| » Starters: Warren Hacker vs Curt Simmons | Fifth | 4 out |
| Former Cub Pete Scott dies in Daly City, CA at the age of 55. |
| Monday, May 4 |
| » Lost to Phillies (12-5), 8-4 | Shibe Park (0-3) | 5-8 | Lost 6 |
| » Starters: Johnny Klippstein vs Jim Konstanty | Sixth | 5 out |
| Wednesday, May 6 |
| » Lost to Giants (7-11), 8-5 | Polo Grounds V (0-1) | 5-9 | Lost 7 |
| » Starters: Paul Minner vs Sal Maglie | Sixth | 5½ out |
| Friday, May 8 |
| » Lost to Braves (9-6), 2-0 | County Stadium (0-1) | 5-10 | Lost 8 |
| » Starters: Warren Hacker vs Johnny Antonelli | Sixth | 6 out |
| Saturday, May 9 |
| » Defeated Braves (9-7), 2-0 | County Stadium (1-1) | 6-10 | |
| » Starters: Bob Rush vs Jim Wilson | Seventh | 5½ out |
| » Major-league debuts: Dave Jolly (Braves) |
| Sunday, May 10 |
| » Lost to Braves (10-7), 6-2 | County Stadium (1-2) | 6-11 | |
| » Starters: Paul Minner vs Max Surkont | Seventh | 6½ out |
| » Lost to Braves (11-7), 4-1 | County Stadium (1-3) | 6-12 | Lost 2 |
| » Starters: Johnny Klippstein vs Don Liddle | Seventh | 6½ out |
| Tuesday, May 12 |
| » Defeated Dodgers (14-8), 6-4 | Wrigley Field (5-1) | 7-12 | |
| » Starters: Russ Meyer vs Turk Lown | Seventh | 6 out |
| Friday, May 15 |
| » Lost to Phillies (15-7), 1-0 | Wrigley Field (5-2) | 7-13 | |
| » Starters: Robin Roberts vs Warren Hacker | Sixth | 7 out |
| Saturday, May 16 |
| » Lost to Pirates (10-15), 3-2 | Wrigley Field (5-3) | 7-14 | Lost 2 |
| » Starters: Murry Dickson vs Bob Rush | Seventh | 8 out |
| Sunday, May 17 |
| » Defeated Pirates (10-16), 6-2 | Wrigley Field (6-3) | 8-14 | |
| » Starters: Paul LaPalme vs Paul Minner | Sixth | 7 out |
| » Defeated Pirates (10-17), 7-3 | Wrigley Field (7-3) | 9-14 | Won 2 |
| » Starters: Paul Pettit vs Johnny Klippstein | Sixth | 7 out |
| Tuesday, May 19 |
| » Lost to Giants (14-15), 6-4 | Wrigley Field (7-4) | 9-15 | |
| » Starters: Ruben Gomez vs Warren Hacker | Sixth | 7½ out |
| Wednesday, May 20 |
| » Lost to Giants (15-15), 16-6 | Wrigley Field (7-5) | 9-16 | Lost 2 |
| » Starters: Larry Jansen vs Bob Rush | Sixth | 7½ out |
| Saturday, May 23 |
| » Lost to Braves (17-10), 5-3 | Wrigley Field (7-6) | 9-17 | Lost 3 |
| » Starters: Warren Spahn vs Paul Minner | Seventh | 7½ out |
| Sunday, May 24 |
| » Lost to Braves (18-10), 5-4 | Wrigley Field (7-7) | 9-18 | Lost 4 |
| » Starters: Johnny Antonelli vs Warren Hacker | Seventh | 7½ out |
| » Defeated Braves (18-11), 5-2 | Wrigley Field (8-7) | 10-18 | |
| » Starters: Bob Buhl vs Johnny Klippstein | Seventh | 7½ out |
| Monday, May 25 |
| » Lost to Cardinals (19-12), 14-3 | Wrigley Field (8-8) | 10-19 | |
| » Starters: Joe Presko vs Bob Rush | Seventh | 9 out |
| Former Cub Ray Grimes dies in Minerva, OH at the age of 60. |
| Tuesday, May 26 |
| » Lost to Cardinals (20-12), 6-3 | Wrigley Field (8-9) | 10-20 | Lost 2 |
| » Starters: Harvey Haddix vs Bob Schultz | Seventh | 9½ out |
| » Defeated Cardinals (20-13), 3-2 | Wrigley Field (9-9) | 11-20 | |
| » Starters: Vinegar Bend Mizell vs Turk Lown | Seventh | 9½ out |
| Wednesday, May 27 |
| » Lost to Braves (22-11), 9-4 | County Stadium (1-4) | 11-21 | |
| » Starters: Bob Rush vs Jim Wilson | Seventh | 10½ out |
| Friday, May 29 |
| » Lost to Reds (10-22), 6-3 | Crosley Field (0-1) | 11-22 | Lost 2 |
| » Starters: Paul Minner vs Bud Podbielan | Seventh | 10½ out |
| Saturday, May 30 |
| » Lost to Reds (11-22), 8-6 | Crosley Field (0-2) | 11-23 | Lost 3 |
| » Starters: Warren Hacker vs Joe Nuxhall | Sixth | 11½ out |
| » Defeated Reds (11-23), 2-1 | Crosley Field (1-2) | 12-23 | |
| » Starters: Johnny Klippstein vs Ken Raffensberger | Sixth | 11½ out |
| Sunday, May 31 |
| » Lost to Cardinals (23-15), 6-2 | Sportsman's Park III (0-2) | 12-24 | |
| » Starters: Turk Lown vs Harvey Haddix | Sixth | 12½ out |
| Tuesday, June 2 |
| » Lost to Pirates (14-28), 4-3 | Forbes Field (1-3) | 12-25 | Lost 2 |
| » Starters: Bob Rush vs Johnny Lindell | Eighth | 13 out |
| Wednesday, June 3 |
| » Lost to Pirates (15-28), 1-0 | Forbes Field (1-4) | 12-26 | Lost 3 |
| » Starters: Warren Hacker vs Paul LaPalme | Eighth | 14 out |
| Thursday, June 4 |
| » Lost to Pirates (16-28), 6-1 | Forbes Field (1-5) | 12-27 | Lost 4 |
| » Starters: Paul Minner vs Bob Hall | Eighth | 14 out |
| Friday, June 5 |
| » Lost to Giants (22-20), 11-1 | Polo Grounds V (0-2) | 12-28 | Lost 5 |
| » Starters: Turk Lown vs Ruben Gomez | Eighth | 15 out |
| Saturday, June 6 |
| » Lost to Giants (23-20), 3-0 | Polo Grounds V (0-3) | 12-29 | Lost 6 |
| » Starters: Johnny Klippstein vs Jim Hearn | Eighth | 15½ out |
| Sunday, June 7 |
| » Defeated Giants (23-21), 10-5 | Polo Grounds V (1-3) | 13-29 | |
| » Starters: Warren Hacker vs Larry Jansen | Eighth | 15 out |
| » Defeated Giants (23-22), 5-2 | Polo Grounds V (2-3) | 14-29 | Won 2 |
| » Starters: Sheldon Jones vs Dave Koslo | Eighth | 15 out |
| Monday, June 8 |
| » Lost to Phillies (25-18), 7-3 | Shibe Park (0-4) | 14-30 | |
| » Starters: Paul Minner vs Bob Miller | Eighth | 16 out |
| Tuesday, June 9 |
| » Lost to Phillies (26-18), 10-9 | Shibe Park (0-5) | 14-31 | Lost 2 |
| » Starters: Howie Pollet vs Karl Drews | Eighth | 17 out |
| Wednesday, June 10 |
| » Lost to Phillies (27-18), 9-1 | Shibe Park (0-6) | 14-32 | Lost 3 |
| » Starters: Johnny Klippstein vs Robin Roberts | Eighth | 18½ out |
| » Lost to Phillies (28-18), 8-5 | Shibe Park (0-7) | 14-33 | Lost 4 |
| » Starters: Warren Hacker vs Jim Konstanty | Eighth | 18½ out |
| Friday, June 12 |
| » Lost to Dodgers (35-17), 7-4 | Ebbets Field (0-2) | 14-34 | Lost 5 |
| » Starters: Turk Lown vs Russ Meyer | Eighth | 19 out |
| Sunday, June 14 |
| » Lost to Dodgers (36-17), 6-3 | Ebbets Field (0-3) | 14-35 | Lost 6 |
| » Starters: Warren Hacker vs Billy Loes | Eighth | 20½ out |
| » Tied Dodgers, 6-6 | Ebbets Field (0-3) | 14-35 | |
| » Starters: Johnny Klippstein vs Clem Labine | Eighth | 20½ out |
| Tuesday, June 16 |
| » Lost to Pirates (20-39), 6-5 | Wrigley Field (9-10) | 14-36 | Lost 7 |
| » Starters: Johnny Lindell vs Paul Minner | Eighth | 21 out |
| » Defeated Pirates (20-40), 3-2 | Wrigley Field (10-10) | 15-36 | |
| » Starters: Murry Dickson vs Howie Pollet | Eighth | 21 out |
| Wednesday, June 17 |
| » Defeated Pirates (20-41), 5-4 | Wrigley Field (11-10) | 16-36 | Won 2 |
| » Starters: Roy Face vs Bubba Church | Eighth | 21 out |
| Thursday, June 18 |
| » Defeated Pirates (20-42), 8-4 | Wrigley Field (12-10) | 17-36 | Won 3 |
| » Starters: Bob Hall vs Bob Rush | Eighth | 20½ out |
| Friday, June 19 |
| » Defeated Dodgers (36-21), 11-8 | Wrigley Field (13-10) | 18-36 | Won 4 |
| » Starters: Billy Loes vs Johnny Klippstein | Seventh | 20 out |
| » Lost to Dodgers (37-21), 7-1 | Wrigley Field (13-11) | 18-37 | |
| » Starters: Russ Meyer vs Sheldon Jones | Seventh | 20 out |
| Saturday, June 20 |
| » Lost to Dodgers (38-21), 5-3 | Wrigley Field (13-12) | 18-38 | Lost 2 |
| » Starters: Clem Labine vs Howie Pollet | Seventh | 21 out |
| Sunday, June 21 |
| » Defeated Dodgers (38-22), 3-2 | Wrigley Field (14-12) | 19-38 | |
| » Starters: Bob Milliken vs Bubba Church | Seventh | 20 out |
| Monday, June 22 |
| » Defeated Dodgers (38-23), 9-4 | Wrigley Field (15-12) | 20-38 | Won 2 |
| » Starters: Carl Erskine vs Warren Hacker | Seventh | 19½ out |
| Tuesday, June 23 |
| » Lost to Phillies (33-24), 6-1 | Wrigley Field (15-13) | 20-39 | |
| » Starters: Robin Roberts vs Bob Rush | Seventh | 19½ out |
| Wednesday, June 24 |
| » Lost to Phillies (34-24), 8-2 | Wrigley Field (15-14) | 20-40 | Lost 2 |
| » Starters: Karl Drews vs Paul Minner | Eighth | 19½ out |
| Thursday, June 25 |
| » Lost to Phillies (35-24), 13-2 | Wrigley Field (15-15) | 20-41 | Lost 3 |
| » Starters: Jim Konstanty vs Howie Pollet | Eighth | 19½ out |
| » Major-league debuts: Ted Kazanski (Phillies) |
| Friday, June 26 |
| » Lost to Giants (33-31), 9-6 | Wrigley Field (15-16) | 20-42 | Lost 4 |
| » Starters: Ruben Gomez vs Bubba Church | Eighth | 19½ out |
| Saturday, June 27 |
| » Defeated Giants (33-32), 2-1 | Wrigley Field (16-16) | 21-42 | |
| » Starters: Larry Jansen vs Warren Hacker | Sixth | 18½ out |
| Sunday, June 28 |
| » Lost to Giants (34-32), 12-2 | Wrigley Field (16-17) | 21-43 | |
| » Starters: Jim Hearn vs Johnny Klippstein | Seventh | 19½ out |
| Monday, June 29 |
| » Defeated Cardinals (40-28), 6-2 | Sportsman's Park III (1-2) | 22-43 | |
| » Starters: Paul Minner vs Joe Presko | Seventh | 19 out |
| Tuesday, June 30 |
| » Defeated Cardinals (40-29), 10-3 | Sportsman's Park III (2-2) | 23-43 | Won 2 |
| » Starters: Howie Pollet vs Stu Miller | Seventh | 18 out |
| Wednesday, July 1 |
| » Lost to Cardinals (41-29), 10-5 | Sportsman's Park III (2-3) | 23-44 | |
| » Starters: Warren Hacker vs Gerry Staley | Seventh | 19 out |
| Friday, July 3 |
| » Defeated Cardinals (41-30), 10-3 | Wrigley Field (17-17) | 24-44 | |
| » Starters: Harvey Haddix vs Turk Lown | Seventh | 19 out |
| » Major-league debuts: Dick Schofield (Cardinals) |
| Saturday, July 4 |
| » Lost to Cardinals (42-30), 7-3 | Wrigley Field (17-18) | 24-45 | |
| » Starters: Vinegar Bend Mizell vs Paul Minner | Seventh | 19 out |
| » Defeated Cardinals (42-31), 5-4 | Wrigley Field (18-18) | 25-45 | |
| » Starters: Joe Presko vs Warren Hacker | Seventh | 19 out |
| Sunday, July 5 |
| » Defeated Reds (33-41), 8-4 | Wrigley Field (19-18) | 26-45 | Won 2 |
| » Starters: Jackie Collum vs Bubba Church | Seventh | 18½ out |
| » Lost to Reds (34-41), 8-6 | Wrigley Field (19-19) | 26-46 | |
| » Starters: Clyde King vs Howie Pollet | Seventh | 18½ out |
| Monday, July 6 |
| » Defeated Reds (34-42), 7-6 | Wrigley Field (20-19) | 27-46 | |
| » Starters: Bud Podbielan vs Bob Rush | Seventh | 18½ out |
| Tuesday, July 7 |
| » Lost to Braves (46-31), 4-1 | County Stadium (1-5) | 27-47 | |
| » Starters: Turk Lown vs Johnny Antonelli | Seventh | 20 out |
| Wednesday, July 8 |
| » Defeated Braves (46-32), 7-3 | County Stadium (2-5) | 28-47 | |
| » Starters: Warren Hacker vs Jim Wilson | Seventh | 20 out |
| Friday, July 10 |
| » Lost to Reds (35-44), 6-0 | Crosley Field (1-3) | 28-48 | |
| » Starters: Paul Minner vs Ken Raffensberger | Seventh | 19 out |
| » Defeated Reds (35-45), 4-3 | Crosley Field (2-3) | 29-48 | |
| » Starters: Bubba Church vs Clyde King | Seventh | 19 out |
| Saturday, July 11 |
| » Defeated Reds (35-46), 5-2 | Crosley Field (3-3) | 30-48 | Won 2 |
| » Starters: Johnny Klippstein vs Bud Podbielan | Seventh | 18 out |
| Sunday, July 12 |
| » Lost to Reds (36-46), 7-4 | Crosley Field (3-4) | 30-49 | |
| » Starters: Bob Rush vs Harry Perkowski | Seventh | 19½ out |
| » Lost to Reds (37-46), 7-3 | Crosley Field (3-5) | 30-50 | Lost 2 |
| » Starters: Warren Hacker vs Fred Baczewski | Seventh | 19½ out |
| Thursday, July 16 |
| » Lost to Giants (44-37), 10-3 | Polo Grounds V (2-4) | 30-51 | Lost 3 |
| » Starters: Johnny Klippstein vs Sal Maglie | Seventh | 20½ out |
| Saturday, July 18 |
| » Lost to Giants (45-37), 12-7 | Polo Grounds V (2-5) | 30-52 | Lost 4 |
| » Starters: Warren Hacker vs Jim Hearn | Seventh | 22½ out |
| Sunday, July 19 |
| » Defeated Phillies (47-38), 5-3 | Shibe Park (1-7) | 31-52 | |
| » Starters: Paul Minner vs Karl Drews | Seventh | 22½ out |
| » Lost to Phillies (48-38), 6-5 | Shibe Park (1-8) | 31-53 | |
| » Starters: Bubba Church vs Steve Ridzik | Seventh | 22½ out |
| Monday, July 20 |
| » Lost to Dodgers (56-32), 3-0 | Ebbets Field (0-4) | 31-54 | Lost 2 |
| » Starters: Bob Rush vs Russ Meyer | Seventh | 23½ out |
| Tuesday, July 21 |
| » Lost to Dodgers (57-32), 15-4 | Ebbets Field (0-5) | 31-55 | Lost 3 |
| » Starters: Warren Hacker vs Glenn Mickens | Seventh | 24½ out |
| Wednesday, July 22 |
| » Lost to Dodgers (58-32), 9-3 | Ebbets Field (0-6) | 31-56 | Lost 4 |
| » Starters: Turk Lown vs Johnny Podres | Seventh | 26½ out |
| » Lost to Dodgers (59-32), 11-1 | Ebbets Field (0-7) | 31-57 | Lost 5 |
| » Starters: Bubba Church vs Carl Erskine | Seventh | 26½ out |
| Friday, July 24 |
| » Defeated Pirates (31-68), 7-1 | Forbes Field (2-5) | 32-57 | |
| » Starters: Paul Minner vs Bob Hall | Seventh | 25½ out |
| Saturday, July 25 |
| » Defeated Pirates (31-69), 5-4 | Forbes Field (3-5) | 33-57 | Won 2 |
| » Starters: Bob Rush vs Johnny Lindell | Seventh | 25½ out |
| Sunday, July 26 |
| » Lost to Pirates (32-69), 3-2 | Forbes Field (3-6) | 33-58 | |
| » Starters: Howie Pollet vs Murry Dickson | Seventh | 26½ out |
| » Defeated Pirates (32-70), 7-3 | Forbes Field (4-6) | 34-58 | |
| » Starters: Warren Hacker vs Jim Waugh | Seventh | 26½ out |
| Tuesday, July 28 |
| » Lost to Dodgers (63-33), 13-2 | Wrigley Field (20-20) | 34-59 | |
| » Starters: Johnny Podres vs Johnny Klippstein | Seventh | 27½ out |
| Wednesday, July 29 |
| » Lost to Dodgers (64-33), 6-5 | Wrigley Field (20-21) | 34-60 | Lost 2 |
| » Starters: Russ Meyer vs Turk Lown | Seventh | 28½ out |
| Thursday, July 30 |
| » Defeated Dodgers (64-34), 3-2 | Wrigley Field (21-21) | 35-60 | |
| » Starters: Glenn Mickens vs Bob Rush | Seventh | 27½ out |
| Friday, July 31 |
| » Lost to Pirates (33-73), 4-0 | Wrigley Field (21-22) | 35-61 | |
| » Starters: Murry Dickson vs Paul Minner | Seventh | 28½ out |
| Saturday, August 1 |
| » Lost to Pirates (34-73), 10-3 | Wrigley Field (21-23) | 35-62 | Lost 2 |
| » Starters: Jim Waugh vs Howie Pollet | Seventh | 29½ out |
| Sunday, August 2 |
| » Defeated Pirates (34-74), 7-6 | Wrigley Field (22-23) | 36-62 | |
| » Starters: Bob Hall vs Warren Hacker | Seventh | 28½ out |
| Tuesday, August 4 |
| » Defeated Giants (52-47), 5-3 | Wrigley Field (23-23) | 37-62 | Won 2 |
| » Starters: Sal Maglie vs Bob Rush | Seventh | 28½ out |
| Wednesday, August 5 |
| » Defeated Giants (52-48), 9-6 | Wrigley Field (24-23) | 38-62 | Won 3 |
| » Starters: Larry Jansen vs Johnny Klippstein | Seventh | 27 out |
| » Defeated Giants (52-49), 7-6 | Wrigley Field (25-23) | 39-62 | Won 4 |
| » Starters: Al Worthington vs Turk Lown | Seventh | 27 out |
| Thursday, August 6 |
| » Lost to Giants (53-49), 12-6 | Wrigley Field (25-24) | 39-63 | |
| » Starters: Marv Grissom vs Warren Hacker | Seventh | 27½ out |
| Friday, August 7 |
| » Lost to Phillies (58-46), 5-4 | Wrigley Field (25-25) | 39-64 | Lost 2 |
| » Starters: Steve Ridzik vs Paul Minner | Seventh | 28½ out |
| Saturday, August 8 |
| » Defeated Phillies (58-47), 4-1 | Wrigley Field (26-25) | 40-64 | |
| » Starters: Robin Roberts vs Howie Pollet | Sixth | 28½ out |
| Sunday, August 9 |
| » Lost to Phillies (59-47), 7-0 | Wrigley Field (26-26) | 40-65 | |
| » Starters: Bob Miller vs Bob Rush | Seventh | 29 out |
| » Defeated Phillies (59-48), 6-5 | Wrigley Field (27-26) | 41-65 | |
| » Starters: Karl Drews vs Johnny Klippstein | Seventh | 29 out |
| Tuesday, August 11 |
| » Defeated Reds (49-62), 1-0 | Wrigley Field (28-26) | 42-65 | Won 2 |
| » Starters: Jackie Collum vs Paul Minner | Sixth | 29 out |
| Wednesday, August 12 |
| » Lost to Reds (50-62), 10-6 | Wrigley Field (28-27) | 42-66 | |
| » Starters: Harry Perkowski vs Turk Lown | Seventh | 29½ out |
| » Defeated Reds (50-63), 3-1 | Wrigley Field (29-27) | 43-66 | |
| » Starters: Ken Raffensberger vs Bob Rush | Seventh | 29½ out |
| Thursday, August 13 |
| » Lost to Reds (51-63), 10-2 | Wrigley Field (29-28) | 43-67 | |
| » Starters: Fred Baczewski vs Howie Pollet | Seventh | 30½ out |
| Friday, August 14 |
| » Defeated Braves (68-47), 11-4 | Wrigley Field (30-28) | 44-67 | |
| » Starters: Max Surkont vs Warren Hacker | Seventh | 30 out |
| Saturday, August 15 |
| » Lost to Braves (69-47), 2-0 | Wrigley Field (30-29) | 44-68 | |
| » Starters: Warren Spahn vs Bubba Church | Seventh | 31 out |
| Sunday, August 16 |
| » Lost to Braves (70-47), 4-2 | Wrigley Field (30-30) | 44-69 | Lost 2 |
| » Starters: Vern Bickford vs Paul Minner | Sixth | 33 out |
| » Lost to Braves (71-47), 6-2 | Wrigley Field (30-31) | 44-70 | Lost 3 |
| » Starters: Bob Buhl vs Bob Rush | Sixth | 33 out |
| Tuesday, August 18 |
| » Lost to Cardinals (63-52), 5-1 | Sportsman's Park III (2-4) | 44-71 | Lost 4 |
| » Starters: Howie Pollet vs Gerry Staley | Seventh | 34½ out |
| Wednesday, August 19 |
| » Defeated Cardinals (63-53), 5-3 | Sportsman's Park III (3-4) | 45-71 | |
| » Starters: Warren Hacker vs Joe Presko | Seventh | 34½ out |
| Thursday, August 20 |
| » Lost to Cardinals (64-53), 5-3 | Sportsman's Park III (3-5) | 45-72 | |
| » Starters: Bob Rush vs Vinegar Bend Mizell | Seventh | 35½ out |
| Friday, August 21 |
| » Lost to Braves (74-47), 5-4 | County Stadium (2-6) | 45-73 | Lost 2 |
| » Starters: Bubba Church vs Lew Burdette | Seventh | 35½ out |
| Saturday, August 22 |
| » Lost to Braves (75-47), 2-1 | County Stadium (2-7) | 45-74 | Lost 3 |
| » Starters: Howie Pollet vs Bob Buhl | Seventh | 36½ out |
| Sunday, August 23 |
| » Lost to Braves (76-47), 10-2 | County Stadium (2-8) | 45-75 | Lost 4 |
| » Starters: Paul Minner vs Warren Spahn | Seventh | 37½ out |
| » Defeated Braves (76-48), 7-2 | County Stadium (3-8) | 46-75 | |
| » Starters: Johnny Klippstein vs Jim Wilson | Seventh | 37½ out |
| Tuesday, August 25 |
| » Defeated Dodgers (84-39), 3-1 | Ebbets Field (1-7) | 47-75 | Won 2 |
| » Starters: Bob Rush vs Johnny Podres | Seventh | 37½ out |
| » Lost to Dodgers (85-39), 6-5 | Ebbets Field (1-8) | 47-76 | |
| » Starters: Warren Hacker vs Carl Erskine | Seventh | 37½ out |
| Wednesday, August 26 |
| » Defeated Dodgers (85-40), 13-4 | Ebbets Field (2-8) | 48-76 | |
| » Starters: Bubba Church vs Billy Loes | Seventh | 36½ out |
| Thursday, August 27 |
| » Lost to Dodgers (86-40), 7-5 | Ebbets Field (2-9) | 48-77 | |
| » Starters: Johnny Klippstein vs Russ Meyer | Seventh | 37½ out |
| Friday, August 28 |
| » Lost to Phillies (71-56), 5-0 | Shibe Park (1-9) | 48-78 | Lost 2 |
| » Starters: Howie Pollet vs Curt Simmons | Seventh | 38½ out |
| Saturday, August 29 |
| » Defeated Phillies (71-57), 2-0 | Shibe Park (2-9) | 49-78 | |
| » Starters: Paul Minner vs Robin Roberts | Seventh | 38½ out |
| Sunday, August 30 |
| » Lost to Giants (61-67), 10-1 | Polo Grounds V (2-6) | 49-79 | |
| » Starters: Bob Rush vs Jim Hearn | Seventh | 39 out |
| » Defeated Giants (61-68), 6-2 | Polo Grounds V (3-6) | 50-79 | |
| » Starters: Warren Hacker vs Al Worthington | Seventh | 39 out |
| Monday, August 31 |
| » Lost to Giants (62-68), 13-4 | Polo Grounds V (3-7) | 50-80 | |
| » Starters: Johnny Klippstein vs Marv Grissom | Seventh | 40 out |
| Tuesday, September 1 |
| » Lost to Giants (63-68), 10-9 | Polo Grounds V (3-8) | 50-81 | Lost 2 |
| » Starters: Bubba Church vs Sal Maglie | Seventh | 41 out |
| Wednesday, September 2 |
| » Lost to Pirates (42-95), 8-1 | Forbes Field (4-7) | 50-82 | Lost 3 |
| » Starters: Duke Simpson vs Bob Friend | Seventh | 41 out |
| Thursday, September 3 |
| Former Cub Jack Pfiester dies in Loveland, OH at the age of 76. |
| Friday, September 4 |
| Former Cub Buck Herzog dies in Baltimore, MD at the age of 69. |
| Saturday, September 5 |
| » Defeated Reds (59-75), 5-4 | Wrigley Field (31-31) | 51-82 | |
| » Starters: Jackie Collum vs Paul Minner | Seventh | 41 out |
| Sunday, September 6 |
| » Defeated Reds (59-76), 7-6 | Wrigley Field (32-31) | 52-82 | Won 2 |
| » Starters: Harry Perkowski vs Bob Rush | Seventh | 40½ out |
| » Defeated Reds (59-77), 7-2 | Wrigley Field (33-31) | 53-82 | Won 3 |
| » Starters: Joe Nuxhall vs Jim Willis | Seventh | 40½ out |
| Monday, September 7 |
| » Defeated Braves (83-54), 4-3 | Wrigley Field (34-31) | 54-82 | Won 4 |
| » Starters: Lew Burdette vs Warren Hacker | Seventh | 40½ out |
| » Defeated Braves (83-55), 6-4 | Wrigley Field (35-31) | 55-82 | Won 5 |
| » Starters: Jim Wilson vs Howie Pollet | Seventh | 40½ out |
| Wednesday, September 9 |
| » Defeated Pirates (44-97), 8-7 | Wrigley Field (36-31) | 56-82 | Won 6 |
| » Starters: Paul Pettit vs Paul Minner | Seventh | 40½ out |
| Friday, September 11 |
| » Defeated Giants (65-76), 5-2 | Wrigley Field (37-31) | 57-82 | Won 7 |
| » Starters: Ruben Gomez vs Bob Rush | Seventh | 39 out |
| Future Cub Mike Gordon is born in Leominster, MA. |
| Saturday, September 12 |
| » Defeated Giants (65-77), 7-1 | Wrigley Field (38-31) | 58-82 | Won 8 |
| » Starters: Jim Hearn vs Jim Willis | Seventh | 39 out |
| Sunday, September 13 |
| » Defeated Dodgers (98-45), 3-2 | Wrigley Field (39-31) | 59-82 | Won 9 |
| » Starters: Joe Black vs Warren Hacker | Seventh | 38 out |
| Monday, September 14 |
| » Defeated Dodgers (98-46), 3-1 | Wrigley Field (40-31) | 60-82 | Won 10 |
| » Starters: Ray Moore vs Johnny Klippstein | Seventh | 37 out |
| Tuesday, September 15 |
| » Lost to Phillies (78-66), 4-2 | Wrigley Field (40-32) | 60-83 | |
| » Starters: Robin Roberts vs Paul Minner | Seventh | 38 out |
| Wednesday, September 16 |
| » Defeated Phillies (78-67), 7-4 | Wrigley Field (41-32) | 61-83 | |
| » Starters: Bob Miller vs Howie Pollet | Seventh | 37 out |
| » Major-league debuts: Bob Talbot (Cubs) |
| Thursday, September 17 |
| » Lost to Phillies (79-67), 16-4 | Wrigley Field (41-33) | 61-84 | |
| » Starters: Curt Simmons vs Don Elston | Seventh | 38 out |
| » Major-league debuts: Ernie Banks and Don Elston (Cubs) |
| Saturday, September 19 |
| » Defeated Cardinals (79-67), 5-2 | Sportsman's Park III (4-5) | 62-84 | |
| » Starters: Bob Rush vs Vinegar Bend Mizell | Seventh | 38 out |
| Sunday, September 20 |
| » Lost to Cardinals (80-67), 11-6 | Sportsman's Park III (4-6) | 62-85 | |
| » Starters: Warren Hacker vs Gerry Staley | Seventh | 38½ out |
| » Major-league debuts: Gene Baker (Cubs) |
| Monday, September 21 |
| » Lost to Cardinals (81-67), 4-0 | Sportsman's Park III (4-7) | 62-86 | Lost 2 |
| » Starters: Jim Willis vs Harvey Haddix | Seventh | 39 out |
| Tuesday, September 22 |
| » Lost to Reds (66-84), 1-0 | Crosley Field (3-6) | 62-87 | Lost 3 |
| » Starters: Bubba Church vs Fred Baczewski | Seventh | 39½ out |
| » Defeated Reds (66-85), 4-1 | Crosley Field (4-6) | 63-87 | |
| » Starters: Paul Minner vs Harry Perkowski | Seventh | 39½ out |
| Wednesday, September 23 |
| » Lost to Reds (67-85), 4-3 | Crosley Field (4-7) | 63-88 | |
| » Starters: Howie Pollet vs Ken Raffensberger | Sixth | 40 out |
| Friday, September 25 |
| » Lost to Cardinals (83-69), 11-2 | Wrigley Field (41-34) | 63-89 | Lost 2 |
| » Starters: Harvey Haddix vs Bob Rush | Seventh | 41 out |
| Saturday, September 26 |
| » Defeated Cardinals (83-70), 4-3 | Wrigley Field (42-34) | 64-89 | |
| » Starters: Gerry Staley vs Warren Hacker | Sixth | 40 out |
| Sunday, September 27 |
| » Defeated Cardinals (83-71), 3-2 | Wrigley Field (43-34) | 65-89 | Won 2 |
| » Starters: Vinegar Bend Mizell vs Paul Minner | Sixth | 40 out |
| Tuesday, September 29 |
| Former Cub Lefty Tyler dies in Lowell, MA at the age of 64. |
| Saturday, October 17 |
| Former Cub Jim Delahanty dies in Cleveland, OH at the age of 75. |
| Sunday, December 20 |
| Future Cub Paul Mosk |
